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Mitiglinide

Mitiglinide structure

CAS No:
145375-43-5
Formula:
C19H25NO3
Chemical Name:
Mitiglinide
Synonyms:
2H-Isoindole-2-butanoic acid,octahydro-γ-oxo-α-(phenylmethyl)-,(αS,3aR,7aS)-;2H-Isoindole-2-butanoic acid,octahydro-γ-oxo-α-(phenylmethyl)-,[2(S)-cis]-;(αS,3aR,7aS)-Octahydro-γ-oxo-α-(phenylmethyl)-2H-isoindole-2-butanoic acid;Mitiglinide
Categories:
Active Pharmaceutical Ingredients > Hormones and the Endocrine System

Description

Mitiglinide is a monocarboxylic acid and a member of benzenes.|Mitiglinide is a drug for the treatment of type 2 diabetes. It may stimulate insulin secretion in beta-cells by closing off ATP dependant potassium ion channels.|Mitiglinide is a succinic acid derivative with hypoglycemic activity. Like other meglitinide-type compounds, mitiglinide has a high affinity for SUR1 subunits.

Mitiglinide Basic Attributes

Molecular Weight：

315.41

Exact Mass：

315.41

EC Number：

1312995-182-4

UNII：

D86I0XLB13

DSSTox ID：

DTXSID4048303

NCI Thesaurus Code：

C81699

ATC Code：

A - Alimentary tract and metabolism

HScode：

2942000000

Characteristics

PSA：

57.61000

XLogP3：

4.73

Density：

1.175

Boiling Point：

519.6±43.0 °C(Predicted)

Flash Point：

268.0±28.2 °C

Refractive Index：

1.567

Vapor Pressure：

1.27E-11mmHg at 25°C

Specific rotation：

D24 -3.2° (c = 1.04 in methanol); D18 -3.5° (c = 1.00 in methanol)

Drug Information

Drug Indication：

For the treatment of type 2 diabetes.

Pharmacology：

Mitiglinide belongs to the meglitinide class of blood glucose-lowering drugs. It is approved for use in Japan but has not yet gained FDA approval.

MeSH：

Substances which lower blood glucose levels. (See all compounds classified as Hypoglycemic Agents.)

Mechanism of Action：

Mitiglinide is thought to stimulate insulin secretion by binding to and blocking ATP-sensitive K(+) (K(ATP)) channels (Kir6.2/SUR1 complex, KATP channels) in pancreatic beta-cells. Closure of potassium channels causes depolarization which stimulates calcium influx through voltage-gated calcium channels. High intracellular calcium subsequently triggers the exocytosis of insulin granules.

MeSH Entry Terms：

2-benzyl-3-(hexahydro-2-isoindolinylcarbonyl)propionate

Mitiglinide Use and Manufacturing

Antineoplastic.

Computed Properties

Molecular Weight:315.4
XLogP3:3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:315.18344366
Monoisotopic Mass:315.18344366
Topological Polar Surface Area:57.6
Heavy Atom Count:23
Complexity:416
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes